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Enantioselective Cobalt-Catalyzed Remote Hydroboration of Alkenylboronates
Wenke Dong1, Zheming Liu2, Anbang Bai3
1College of Chemistry and Chemical Engineering, Zhoukou Normal University, Zhoukou, Henan 466001, People's Republic of China.
Abstract:
Heteroatomic groups in alkenes typically direct thermodynamically favored chain walking of C═C bonds toward themselves, thereby facilitating C-H bond functionalization near the heteroatoms. We present herein an efficient cobalt-catalyzed contra-thermodynamic remote hydroboration of alkenylboronates with pinacolborane to synthesize chiral 1,n-diboronates. This protocol features a broad substrate scope, high functional group tolerance, and excellent enantioselectivity. Mechanistic studies indicate the involvement of a chain-walking process. Gram-scale reactions and various product derivatizations further highlight its practicality.
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